Fully renovated from top to bottom, this Chester property offers the kind of peace of mind that’s hard to find in an older Vermont home. Major systems including electrical, plumbing, heating, insulation, drywall, and windows, have all been updated, allowing the next owner to step in without a long to-do list. Inside, the home strikes a thoughtful balance between character and clean updates. Refinished wide plank floors bring warmth throughout, while the kitchen features granite countertops and a farmhouse sink. Upstairs, a vintage Martini pedestal sink adds a distinctive, curated touch to the bathroom. Outside, the level lawn provides usable space for everything from gardening to entertaining, and the substantial post-and-beam barn opens the door to a wide range of future uses, storage, workshop space, or potential expansion. Located just minutes from Chester’s Stone Village, the Grist Mill, and Smitty’s Market, and within easy reach of Okemo, Bromley, Killington, Stratton, and Mount Snow, this is a strong option for both full-time living and recreational use. Currently used as a long-term rental and previously operated as a successful Airbnb and personal vacation home, the property offers flexibility for a variety of ownership goals.
Active
Listed by: Real Broker LLC
$390,000
663 Depot Street, Chester, VT 05143
3beds
1,304sqft
Single Family Residence
Built in 1890
1 Acres Lot
$-- Zestimate®
$299/sqft
$-- HOA
What's special
- 56 days |
- 572 |
- 36 |
Zillow last checked:
Listing updated:
Listed by:
Betsy Adamovich,
Real Broker LLC 855-450-0442
Source: PrimeMLS,MLS#: 5086202
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- 3/4 bathrooms: 2
Heating
- Baseboard
Cooling
- None
Appliances
- Included: Dishwasher, Range Hood, Microwave, Refrigerator, Electric Stove, Exhaust Fan, Water Heater
- Laundry: Laundry Hook-ups, In Basement
Features
- Ceiling Fan(s), Dining Area, Living/Dining, Natural Light, Smart Thermostat
- Flooring: Ceramic Tile, Concrete, Wood
- Windows: Blinds, Skylight(s)
- Basement: Climate Controlled,Concrete Floor,Daylight,Full,Insulated,Locked Storage,Storage Space,Walkout,Interior Access,Exterior Entry,Basement Stairs,Walk-Out Access
Interior area
- Total structure area: 1,934
- Total interior livable area: 1,304 sqft
- Finished area above ground: 1,304
- Finished area below ground: 0
Property
Parking
- Total spaces: 1
- Parking features: Paved, Driveway, Barn
- Garage spaces: 1
- Has uncovered spaces: Yes
Features
- Levels: 3
- Stories: 3
- Patio & porch: Covered Porch
- Exterior features: Other
Lot
- Size: 1 Acres
- Features: Level, Sidewalks, In Town, Near Shopping, Near Skiing, Neighborhood, Near Railroad
Details
- Additional structures: Barn(s)
- Parcel number: 14404510612
- Zoning description: res
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Other,Victorian
- Property subtype: Single Family Residence
Materials
- Wood Frame, Clapboard Exterior
- Foundation: Block, Stone
- Roof: Metal,Standing Seam
Condition
- New construction: No
- Year built: 1890
Utilities & green energy
- Electric: 200+ Amp Service, Circuit Breakers
- Sewer: Public Sewer
- Utilities for property: Cable Available, Propane, Phone Available
Community & HOA
Community
- Security: Carbon Monoxide Detector(s), Smoke Detector(s)
Location
- Region: Chester
Financial & listing details
- Price per square foot: $299/sqft
- Tax assessed value: $96,700
- Annual tax amount: $2,682
- Date on market: 4/30/2026
- Road surface type: Paved
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 4/30/2026 | Listed for sale | $390,000-4.9%$299/sqft |
Source:  PrimeMLS #5086202 Report a problem | ||
| 10/7/2025 | Listing removed | $410,000$314/sqft |
Source: PrimeMLS #5053644 Report a problem | ||
| 9/10/2025 | Listing removed | $3,000$2/sqft |
Source: Zillow Rentals Report a problem | ||
| 7/27/2025 | Listed for sale | $410,000-16.2%$314/sqft |
Source: PrimeMLS #5053644 Report a problem | ||
| 7/6/2025 | Listing removed | $489,000$375/sqft |
Source: PrimeMLS #5038088 Report a problem | ||
| 4/26/2025 | Listed for sale | $489,000-3.9%$375/sqft |
Source: PrimeMLS #5038088 Report a problem | ||
| 4/11/2025 | Listed for rent | $3,000$2/sqft |
Source: Zillow Rentals Report a problem | ||
| 3/25/2025 | Listing removed | $509,000$390/sqft |
Source: PrimeMLS #5024539 Report a problem | ||
| 1/1/2025 | Price change | $509,000-1.9%$390/sqft |
Source: PrimeMLS #5024539 Report a problem | ||
| 12/13/2024 | Listed for sale | $519,000+371.8%$398/sqft |
Source: PrimeMLS #5024539 Report a problem | ||
| 7/30/2021 | Sold | $110,000$84/sqft |
Source: PrimeMLS #4855601 Report a problem | ||
| 4/22/2021 | Contingent | $110,000$84/sqft |
Source: PrimeMLS #4855601 Report a problem | ||
| 4/14/2021 | Listed for sale | $110,000+73.8%$84/sqft |
Source: PrimeMLS #4855601 Report a problem | ||
| 4/25/2016 | Sold | $63,300$49/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | -- | $96,700 |
| 2023 | -- | $96,700 |
| 2022 | -- | $96,700 |
| 2021 | -- | $96,700 |
| 2020 | -- | $96,700 +44.3% |
| 2019 | -- | $67,000 |
| 2018 | -- | $67,000 |
| 2017 | -- | $67,000 |
| 2016 | -- | $67,000 +3565.2% |
| 2015 | -- | $1,828 |
| 2014 | -- | $1,828 |
| 2013 | -- | $1,828 |
| 2012 | -- | $1,828 |
| 2011 | -- | $1,828 |
| 2010 | -- | $1,828 |
| 2009 | -- | $1,828 |
| 2008 | -- | $1,828 +108.2% |
| 2007 | -- | $878 |
| 2006 | -- | $878 |
| 2003 | $2,239 | $878 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: Chester-Chester Depot
Nearby schools
GreatSchools rating
- 6/10Chester-Andover Usd #29Grades: PK-6Distance: 0.4 mi
- 7/10Green Mountain Uhsd #35Grades: 7-12Distance: 1.2 mi
Schools provided by the listing agent
- Elementary: Chester-Andover Elementary
- Middle: Green Mountain UHSD #35
- High: Green Mountain UHSD #35
- District: Two Rivers Supervisory Union
Source: PrimeMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
- Vermont
- Windsor County
- Chester
- 05143
- Chester-Chester Depot
- 663 Depot Street
Nearby cities
Nearby neighborhoods
Nearby zip codes
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